1,8-Diamino-p-menthane

Base Information

• Chemical Name: 1,8-Diamino-p-menthane
• CAS No.: 80-52-4
• Deprecated CAS: 14720-04-8
• Molecular Formula: C10H22 N2
• Molecular Weight: 170.298
• European Community (EC) Number: 201-287-7,247-508-0,625-993-3
• NSC Number: 5612
• UN Number: 2810
• UNII: S583DR301G
• DSSTox Substance ID: DTXSID3021772,DTXSID601224807
• Nikkaji Number: J1.684.547G,J36.813J
• Wikidata: Q27288645
• ChEMBL ID: CHEMBL1533517
• Mol file: 80-52-4.mol

Synonyms:1,8-diamino-p-menthane;1,8-p-menthanediamine;4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine;KIER-C3

Chemical Property of 1,8-Diamino-p-menthane

Chemical Property:

• Appearance/Colour: dark coloured liquid
• Vapor Pressure: 10 mm Hg ( 20 °C)
• Melting Point: ?45 °C(lit.)
• Refractive Index: n20/D 1.4805(lit.)
• Boiling Point: 107-126 °C10 mm Hg(lit.)
• PKA: 11.02±0.70(Predicted)
• Flash Point: 200 °F
• PSA: 52.04000
• Density: 0.914 g/mL at 25 °C(lit.)
• LogP: 3.03190
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.178298710
• Heavy Atom Count: 12
• Complexity: 155
• Transport DOT Label: Poison

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,8-Diamino-p-menthane, mixture of cis and trans isomers technical grade, 85% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Strong irritant to eyes and skin, calls for eye protection.
• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CCC(CC1)C(C)(C)N)N
• Uses: Curing agent for epoxy resins, chemical intermediate. 1,8-Diamino-p-menthane is generally used in the synthesis of various Schiff bases that are used in the preparation of coordination complexes with Cu(II), Zn(II), Cr(III), Fe(III) and Co(III) ions. It is also used as a precursor to synthesize heterocyclic Schiff base derivatives with herbicidal activity.

Technology Process of 1,8-Diamino-p-menthane

There total 18 articles about 1,8-Diamino-p-menthane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

terpin hydrate (80-53-5,89923-77-3) → 1,8-diamino-p-menthane (80-52-4)

Guidance literature:

With sulfuric acid; sodium isocyanate; In water; at 0 - 50 ℃; for 12h; Reagent/catalyst;

Reference yield:

N-(2-(4-acetamido-4-methylcyclohexyl)propan-2-yl)acetamide (64374-26-1) → 1,8-diamino-p-menthane (80-52-4)

Guidance literature:

With sodium hydroxide; In ethylene glycol; at 170 ℃; for 13h;

DOI:10.1021/acs.jafc.6b03977

Reference yield:

1,8-p-menthane di-n-pentaneamide → 1,8-diamino-p-menthane (80-52-4)

Guidance literature:

With sodium hydroxide; In ethylene glycol; for 13h; Reflux;

upstream raw materials:

hydrogen cyanide

terpineol

1,8-dinitro-p-menthane

limonene.

Downstream raw materials:

N,N'-dimethylene-p-menthane-1,8-diyldiamine

1,8-dinitro-p-menthane

p-menthane-1,8-diyl diisocyanate

1-(2-Chloro-ethyl)-3-(4-{1-[3-(2-chloro-ethyl)-ureido]-1-methyl-ethyl}-1-methyl-cyclohexyl)-urea

Refernces

• 1、 -. "Method for preparingp-menthane-1,8-diamine by one-step method". Paragraph 0040-. . Retrieved 2021/08/06.
• 2、 -. "Method for preparing 4-amino-alpha, alpha,4-trimethyl-cyclohexanemethanamine from unsaturated turpentine monoterpene". Paragraph 0041-0042. . Retrieved 2017/06/02.